Irinotecan hydrochloride, CAS No. 100286-90-6

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100286-90-6

Catalog No. EBD19661

CAS 100286-90-6

Name Irinotecan hydrochloride

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Basic Information

Synonyms: (S)-[1,4'-Bipiperidine]-1'-carboxylicacid,4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-ylesterhydrochloride Irinotecanhydrochloride IrinotecanHCL Irinotecan,Hydrochloride (S)-4,11-Diethyl-3,4,12,14-Tetrahydro-4-Hydroxy-3,14-Dioxo-1h-Pyrano[3',4':6,7]Indolizino[1,2-B]Quinolin-9-YlEster TopotecinHydrochloride (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl1,4'-bipiperidine-1'-carboxylatehydrochloridetrihydrate (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl1,4'-bipiperidine-1'-carboxylate (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl1,4'-

Molecular Formula: C33H39ClN4O6

Molecular Weight: 623.14

MDL Number: MFCD01862255

Categories: Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents Medicinal Chemistry > Drug Impurities and Reference Standards > Impurity Standards

Product Description:

Irinotecan hydrochloride is a semisynthetic derivative of the natural alkaloid camptothecin. It is a prodrug that is enzymatically converted in vivo to its active metabolite, SN-38, which is a potent inhibitor of topoisomerase I. This inhibition leads to DNA damage and ultimately apoptosis in rapidly dividing cells. As the hydrochloride salt, irinotecan is formulated for clinical use, primarily in the treatment of metastatic colorectal cancer, often in combination with other chemotherapeutic agents like 5-fluorouracil and leucovorin. It is also used in certain cases of lung and pancreatic cancers. The salt form improves its solubility and stability for intravenous administration. Due to its critical role in chemotherapy, irinotecan hydrochloride is a key active pharmaceutical ingredient (API). Furthermore, related substances and degradation products of irinotecan are monitored as impurities during drug manufacturing and quality control, making it and its derivatives relevant as impurity reference standards.

Physical Properties

Melting Point: 250-256°C (dec.)

Boiling Point: 257 °C

Flash Point: 482 ºC

Refractivity: 67.7 ° (C=1, H2O)

Storage: 2-8°C

Analytical Data

Appearance: Yellow crystalline powder